| CAS |
566-65-4 |
| Chinese Name |
二氢黄体酮 |
| English Name |
5-alpha-Dihydroprogesterone |
| Synonyms |
氢化黄体酮 |
| Molecular Formula |
C21H32O2 |
| Molecular Weight |
316.48 |
| Solubility |
Soluble in DMSO ≥0.1mg/mL(Need ultrasonic) |
| Purity |
≥97% |
| Appearance |
White to off-white Solid |
| Storage |
Powder:2-8℃，2 years |
| EC |
EINECS 209-297-3 |
| MDL |
MFCD00067132 |
| SMILES |
CC([C@H]1CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])CC(CC[C@]4(C)[C@@]3([H])CC[C@]12C)=O)=O |
| InChIKey |
XMRPGKVKISIQBV-BJMCWZGWSA-N |
| InChI |
InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14-,16-,17+,18-,19-,20-,21+/m0/s1 |
| PubChem CID |
92810 |
| Target Point |
Others |
| Passage |
Others |
| Background |
It is an endogenous progesterone metabolite that depolymerizes actin and reduces the expression of actin and vinculin. |
| Biological Activity |
The endogenous progesterone metabolite， 5a-pregnane-3，20-dione， decreases cell-substrate attachment， adhesion plaques， vinculin expression， and polymerized F-actin in MCF-7 breast cancer cells[1] |
| In Vitro |
Treatment of cells with 10(-9)-10(-6)M 5alphaP resulted in dose-dependent decreases in cell area，cell-to-cell contacts，and attachment to the substratum，and increases in variation in nuclear area. These changes in the 5alphaP-treated cells were accompanied by decreases in vinculin-containing adhesion plaques，vinculin expression，polymerized actin stress fibers，and decreases in insoluble and increases in soluble actin fractions. The results suggest that the observed decreases in adhesion and increases in cell proliferation following 5alphaP treatment may be owing to depolymerization of actin and decreased expression of actin and vinculin. [1] |
| Cell Experiment |
To determine the mechanisms of action of 5alphaP on cell adhesion，MCF-7 cells were grown without or with 5alphaP(10(-9)-10(-5)M)，and the effects on cell and nuclear morphology，adhesion plaques，vinculin and actin expression，actin polymerization，and microfilament distribution were examined by immunohistochemistry，morphometry(using confocal microscopy and digital computer imaging analysis)，and Western blotting.[1] |
| Data Literature Source |
[1]. Wiebe JP，et al. The endogenous progesterone metabolite，5a-pregnane-3，20-dione，decreases cell-substrate attachment，adhesion plaques，vinculin expression，and polymerized F-actin in MCF-7 breast cancer cells. Endocrine. 2001 Oct;16(1):7-14. |
| Unit |
Bottle |
| Specification |
200mg |
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